Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: Total synthesis of (+)-Sertraline

Sang Hwi Lee; In Su Kim; Qing Ri Li; Guang Ri Dong; Lak Shin Jeong; Young Hoon Jung

doi:10.1021/jo201794k

Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: Total synthesis of (+)-Sertraline

Sang Hwi Lee
, In Su Kim
, Qing Ri Li
, Guang Ri Dong
, Lak Shin Jeong
, Young Hoon Jung

Sungkyunkwan University
University of Ulsan
Ewha Womans University

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

Abstract

The stereoselective amination of various chiral benzylic ethers using chlorosulfonyl isocyanate is developed, and the application of this method to the total synthesis of a potent antidepressant, (+)-sertraline, from readily available 1-naphthol is also described (Figure presented).

Original language	English
Pages (from-to)	10011-10019
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	76
Issue number	24
DOIs	https://doi.org/10.1021/jo201794k
State	Published - 16 Dec 2011
Externally published	Yes

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10.1021/jo201794k

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title = "Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: Total synthesis of (+)-Sertraline",

abstract = "The stereoselective amination of various chiral benzylic ethers using chlorosulfonyl isocyanate is developed, and the application of this method to the total synthesis of a potent antidepressant, (+)-sertraline, from readily available 1-naphthol is also described (Figure presented).",

author = "Lee, \{Sang Hwi\} and Kim, \{In Su\} and Li, \{Qing Ri\} and Dong, \{Guang Ri\} and Jeong, \{Lak Shin\} and Jung, \{Young Hoon\}",

year = "2011",

month = dec,

day = "16",

doi = "10.1021/jo201794k",

language = "English",

volume = "76",

pages = "10011--10019",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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T1 - Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate

T2 - Total synthesis of (+)-Sertraline

AU - Lee, Sang Hwi

AU - Kim, In Su

AU - Li, Qing Ri

AU - Dong, Guang Ri

AU - Jeong, Lak Shin

AU - Jung, Young Hoon

PY - 2011/12/16

Y1 - 2011/12/16

N2 - The stereoselective amination of various chiral benzylic ethers using chlorosulfonyl isocyanate is developed, and the application of this method to the total synthesis of a potent antidepressant, (+)-sertraline, from readily available 1-naphthol is also described (Figure presented).

AB - The stereoselective amination of various chiral benzylic ethers using chlorosulfonyl isocyanate is developed, and the application of this method to the total synthesis of a potent antidepressant, (+)-sertraline, from readily available 1-naphthol is also described (Figure presented).

UR - https://www.scopus.com/pages/publications/84055200153

U2 - 10.1021/jo201794k

DO - 10.1021/jo201794k

M3 - Article

C2 - 22022991

AN - SCOPUS:84055200153

SN - 0022-3263

VL - 76

SP - 10011

EP - 10019

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 24

ER -

Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: Total synthesis of (+)-Sertraline

Abstract

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